Oakland Vacations
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Your Oakland Vacation
From its cycling to its walking, there's tons to love about Oakland. Book a customized Oakland vacation package and get ready to fall for the delights of this neighborhood. When it's time to head out and explore, you'll find lots of big-name attractions nearby including Acrisure Stadium, University of Pittsburgh and PNC Park. Tick off one, two or all during your trip to Oakland. No matter your travel plans or budget, booking the ultimate Oakland vacation is simple with Expedia.
Price found within the past 48 hours. Click for updated prices.
- Placemakr Downtown Pittsburgh at The Pennsylvanian
Jul 16 - Jul 20Placemakr Downtown Pittsburgh at The Pennsylvanian + Flight
Downtown Pittsburgh4 nights8.4/10 - Very Good (110 reviews)"Checking was a nightmare. Rooms weren't clean at 6 p.m. and numerous people had to wait. One person even had other people still in the room when he got to his room. For the price, I wouldn't recommend until they get their kinks out. Seemed very understaffed especially in house keeping."Reviewed May 24, 2026Roundtrip • Atlanta (ATL) - Pittsburgh (PIT)ATL - PIT • Nonstop PIT - ATL • Nonstop$604$455found 1 day agoper traveler - The Westin Pittsburgh, a Marriott Hotel
Jul 16 - Jul 20The Westin Pittsburgh, a Marriott Hotel + Flight
Downtown Pittsburgh4 nights8.6/10 - Excellent (1,000 reviews)"Rooms are clean and it is supereasy to get to the convention center. Negatives: 1. Slow service, had to call multiple times on one occasion to get water bottles 2. Billing was fraudulent, breakfast was included in room costs but on the final bill charged separately 3. Post visit customer service is unsatisfactory, nobody picks up the call if you have a billing question Based on the amount of charges, poor services and older state of the property, it was not worth the amount I paid"Reviewed April 15, 2026Roundtrip • Atlanta (ATL) - Pittsburgh (PIT)ATL - PIT • Nonstop PIT - ATL • Nonstop - Crowne Plaza Suites Pittsburgh South by IHG
Jul 16 - Jul 20Crowne Plaza Suites Pittsburgh South by IHG + Flight
Bethel Park4 nights8.8/10 - Excellent (1,007 reviews)"This is a last resort. Find another hotel"Reviewed May 23, 2026Roundtrip • Atlanta (ATL) - Pittsburgh (PIT)ATL - PIT • Nonstop PIT - ATL • Nonstop$604$459found 1 day agoper traveler - Renaissance Pittsburgh Hotel
Jul 16 - Jul 20Renaissance Pittsburgh Hotel + Flight
Downtown Pittsburgh4 nights9.0/10 - Wonderful (1,003 reviews)"Great place to stay. Beautiful Hotel. Perfect location."Reviewed May 24, 2026Roundtrip • Atlanta (ATL) - Pittsburgh (PIT)ATL - PIT • Nonstop PIT - ATL • Nonstop$779$594found 1 day agoper traveler - DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Aug 12 - Aug 15DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown + Flight
Downtown Pittsburgh3 nights8.2/10 - Very Good (1,061 reviews)"Booked this for the pool and central location. It was great to be inside swimming around, watching all the people coming & going from PPG arena, lol! The hotel is close to everything, a short walk (highly recommend The Speckled Egg in the Union Trust Building. Delicious brunch and coffee, wow!) or you can catch a bus to explore further out. Hotel is clean, nice room. Got an upgrade with living room, it was gigantic! So very nice to spread out. Fairly quiet for being downtown. Friendly staff...."Reviewed May 24, 2026Roundtrip • Los Angeles (LAX) - Pittsburgh (PIT)LAX - PIT • 1 stop PIT - LAX • 1 stop$774$602found 1 day agoper traveler
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(2,278 area reviews)
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
Oakland Hotel Deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $136 total per night from May 26 to May 27
$136 total
May 26 - May 27
Total with taxes and fees
9/10 Wonderful! (729 reviews)
"Great location for the university. The staff were very welcoming and happy to help in any way. The room was in excellent condition."
Reviewed on May 24, 2026
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Fully refundable
$122 nightly
The price is $139 total per night from Jun 15 to Jun 16
$139 total
Jun 15 - Jun 16
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Nice room and the roof top terrace was pretty."
Reviewed on May 25, 2026
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave Pittsburgh PA
$127 nightly
The price is $145 total per night from May 28 to May 29
$145 total
May 28 - May 29
Total with taxes and fees
9.2/10 Wonderful! (989 reviews)
"Great breakfast and great location"
Reviewed on May 14, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Oakland
University of Pittsburgh
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
Carnegie Museum of Natural History
From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums.
Soldiers and Sailors Memorial Hall and Museum
You can spend an afternoon browsing the exhibits at Soldiers and Sailors Memorial Hall and Museum during your trip to Pittsburgh. Attend a sporting event or visit the shops in this family-friendly area.
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
80% of travellers recommend
New! Black & Gold Sports History Tour for Sports Fans
$33
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
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- University of Pittsburgh
- University of Pittsburgh Medical Center
- The Nationality Rooms
- Petersen Events Center
- Cathedral of Learning
- Soldiers and Sailors Memorial Hall and Museum
- Carnegie Museum of Natural History
- Heinz Memorial Chapel
- Carnegie Museum of Art
- Phipps Conservatory
- Schenley Park
- Carnegie Mellon University
- Hunt Institute for Botanical Documentation
- Pittsburgh Opera
- Pittsburgh Vacations
- Shadyside Vacations
- Clemente Museum
- Strip District Vacations
- Contemporary Craft
- Market Square
- Visit Pittsburgh
- South Side Vacations
- Ppg Paints Arena
- Temple Sinai
- Senator John Heinz Regional History Centre
- Duquesne University
- Walnut Street
- Western Pennsylvania Sports Museum
- Visit Shadyside
- Roberto Clemente Bridge
- Chatham University
- Visit Bloomfield
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.